4-fluoro-N-(2-oxo-2-phenylethyl)benzenesulfonamide | 933259-98-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-fluoro-N-(2-oxo-2-phenylethyl)benzenesulfonamide
• 英文别名: 4-fluoro-N-phenacylbenzenesulfonamide
• CAS: 933259-98-4
• 化学式: C₁₄H₁₂FNO₃S
• 分子量: 293.319
• InChiKey: MHVCMBJRFIPSEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-fluoro-N-(2-oxo-2-phenylethyl)benzenesulfonamide 、 2,6-二氯苯甲醛 在 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 2-amino-5-benzoyl-4-(2,6-dichlorophenyl)-1-[(4-fluorophenyl)sulfonyl]-1H-pyrrole-3-carbonitrile
  参考文献：
  名称：

  One-Pot Multicomponent Synthesis of Diversely Substituted 2-Aminopyrroles. A Short General Synthesis of Rigidins A, B, C, and D

  摘要：

  Privileged medicinal scaffolds based on the structures of tetra- and pentasubstituted 2-aminopyrroles were prepared via one-pot multicomponent reactions of structurally diverse aldehydes and N-(aryl-, hetaryl-, alkylsulfonamido)acetophenones with activated methylene compounds. This methodology was used in a four-step synthesis of alkaloids rigidins A, B, C, and Din overall yields of 61%, 58%, 60%, and 53%, respectively. Of these, rigidins B, C, and D were synthesized for the first time.

  DOI：

  10.1021/ol103149b
• 作为产物：
  描述：

  1-((4-fluorophenyl)sulfonyl)-2-phenylaziridine 在 2-甲基喹啉 、 二甲基亚砜 作用下， 以81%的产率得到4-fluoro-N-(2-oxo-2-phenylethyl)benzenesulfonamide
  参考文献：
  名称：

  2-甲基喹啉通过DMSO促进N-磺酰基氮丙啶的氧化开环：轻松合成α-氨基芳基酮

  摘要：

  已经开发了2-甲基喹啉用DMSO促进N-磺酰基氮丙啶的室温氧化开环，为合成各种不同的N-磺酰基保护的α-氨基芳基酮提供了一种温和而便捷的方法。2-甲基喹啉的使用对于这种温和转化的成功至关重要，并且可以实现良好的优良收率。

  DOI：

  10.1016/j.tet.2016.10.041

文献信息

• NOVEL COMPOUND HAVING CANCER METASTASIS INHIBITORY ACTIVITY, PREPARATION METHOD THEREFOR, AND PHARMACEUTICAL COMPOSITION FOR INHIBITING CANCER METASTASIS AND INVASION OR TREATING COLORECTAL CANCER, COMPRISING COMPOUND
  申请人：Cellgentek Co., Ltd

  公开号：EP4019495A1

  公开（公告）日：2022-06-29

  The present invention provides a novel compound that increases KAI1 promoter activity, a pharmaceutically acceptable salt thereof, and a composition for inhibiting cancer metastasis and invasion or treating colorectal cancer containing the same.

  本发明提供了一种新的化合物，可以增加KAI1启动子活性，其药学上可接受的盐，以及用于抑制癌症转移和侵袭或治疗结肠癌的组合物。
• Novel three-component synthesis and antiproliferative properties of diversely functionalized pyrrolines
  作者：Igor V. Magedov、Giovanni Luchetti、Nikolai M. Evdokimov、Madhuri Manpadi、Wim F.A. Steelant、Severine Van slambrouck、Paul Tongwa、Mikhail Yu. Antipin、Alexander Kornienko

  DOI：10.1016/j.bmcl.2008.01.019

  日期：2008.2

  Diversely substituted 2-pyrrolines have been prepared by a novel multicomponent process involving a reaction of various N-(aryl- and alkylsulfonamido)-acetophenones with aldehydes and malononitrile. While the reaction is highly regioselective, it is not stereoselective, generating a mixture of cis and trans 2-pyrrolines. A number of analogs from both cis and trans 2-pyrroline libraries were found to have antiproliferative activity in human cancer cell lines. (c) 2008 Elsevier Ltd. All rights reserved.
• [EN] NOVEL COMPOUND HAVING CANCER METASTASIS INHIBITORY ACTIVITY, PREPARATION METHOD THEREFOR, AND PHARMACEUTICAL COMPOSITION FOR INHIBITING CANCER METASTASIS AND INVASION OR TREATING COLORECTAL CANCER, COMPRISING COMPOUND<br/>[FR] NOUVEAU COMPOSÉ AYANT UNE ACTIVITÉ INHIBITRICE DE MÉTASTASES CANCÉREUSES, SON PROCÉDÉ DE PRÉPARATION, ET COMPOSITION PHARMACEUTIQUE POUR L'INHIBITION DE MÉTASTASES CANCÉREUSES ET DE LEUR PROLIFÉRATION OU POUR LE TRAITEMENT DU CANCER COLORECTAL, COMPRENANT LEDIT COMPOSÉ<br/>[KO] 신규한 암전이 억제 활성을 갖는 화합물, 이의 제조방법 및 상기 화합물을 포함하는 암 전이 및 침윤 억제, 또는 대장암 치료용 약학적 조성물
  申请人：CELLGENTEK CO LTD

  公开号：WO2021034087A1

  公开（公告）日：2021-02-25

  본 발명은 신규한 KAI1 프로모터 활성을 증가시키는 화합물, 이의 약학적으로 허용가능한 염 및 이들을 포함하는 암 전이 및 침윤 억제용 또는 대장암 치료용 조성물을 제공한다.